反応 #4401

反応方程式

sodium hydride

8-(2-methylbenzyloxy)-3-trimethylammoniomethyl-2-methylimidazo[1,2-a]pyridine iodide

→

8-(2-methylbenzyloxy)-3-(2-propynyloxymethyl)-2-methylimidazo[1,2-a]pyridine

収率 110.8%

溶媒

2-propynyl alcohol

反応条件

後処理

1. 1
   温度the mixture was heated at 85°-100° C. for 1.5 hours
2. 2
   温度After being cooled
3. 3
   ろ過the resulting precipitate was collected by filtration
4. 4
   workup.DISSOLUTIONdissolved in methylene chloride
5. 5
   workup.ADDITIONThe solution was treated successively with silica gel (4.5 g) and activated charcoal
6. 6
   その他evaporated in vacuo
7. 7
   その他The crystalline residue was recrystallized from a mixture of ethyl acetate and petroleum ether

実験手順

To a solution of sodium hydride (63.6% in mineral oil dispersion, 0.285 g) in 2-propynyl alcohol (12 ml) was added 8-(2-methylbenzyloxy)-3-trimethylammoniomethyl-2-methylimidazo[1,2-a]pyridine iodide (3 g) and the mixture was heated at 85°-100° C. for 1.5 hours. After being cooled, the mixture was poured into ice-water and the resulting precipitate was collected by filtration and dissolved in methylene chloride. The solution was treated successively with silica gel (4.5 g) and activated charcoal and evaporated in vacuo. The crystalline residue was recrystallized from a mixture of ethyl acetate and petroleum ether to give 8-(2-methylbenzyloxy)-3-(2-propynyloxymethyl)-2-methylimidazo[1,2-a]pyridine (1.18 g).

出典